Make your family holiday relaxing, memorable, and exciting with a stay at one of our beautifully decorated villas, 5 bedroom Anna's Cabana, or 6 bedroom Alison's Wonderland.
Both of our Kissimmee villas are short walks to the Windsor Hills clubhouse amenities, which include - free with your stay - a resort pool, waterslides, splash pad, and fitness center. There is also a community game room, marketplace and grille, DVD Rentals, movie theater and ATM.
Enjoy your own private heated pool and spa, air-conditioned game room, and comfortable and tasteful adult and kid bedrooms in either of our villas.
The location 2 miles from Walt Disney World CAN'T BE BEAT!
Discounts for long stays (21+ nights) available.
Why Windsor Hills?
Windsor Hills is a resort style community unparalleled to any other community in the Orlando/Kissimmee area. Some of the magnificent features of this guard-gated community are a luxurious water park pool with fountains, waterslide, spa, toddler pool, tennis and basketball courts, putting green, and a children's playground. The 10,000 square foot clubhouse, overlooking the pool, offers billiards, arcade games, a sundry shop, fitness room with state of the art equipment, and a high definition surround sound movie theater. One of its most impressive features is its extraordinary location. Windsor Hills is the closest vacation home community to Orlando's world famous attractions and theme parks, as well as the many shops, restaurants and family fun attractions. These Orlando/Kissimmee area attractions have consistently been ranked the #1 family vacation destination in the world. Learn more here.
Please be advised that the waterslides and splash pad will be closed for restoration between January 5, 2026, to approximately February 6, 2026.